
Pet-friendly vacation rentals in Oakham
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Oakham
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

The Hayloft: Popular Hideaway - Sleeps 3.
After our storming success for 6 years with our cosy Hayloft Apartment, we have totally refitted the bathroom, installed a brand new kitchen and added a single bedroom / study. Fresh paint, blinds and carpets throughout! Guests have dedicated parking [Now with EV Charging] a private patio for sunny breakfasts, lunches or sundowners. Home-cooked ready meals are available in the fridge or freezer when you arrive. Message when you book and we can supply details. The Welcome pack's a big hit.

Quiet cottage close to Prestwold & Loughborough
This is a self-contained place next to the main house. The location is at end of a farm track in quiet secluded hamlet - Burton Bandalls (on the B676, Loughborough Rd between Prestwold & Cotes). 5 min drive / 20 min walk to Prestwold Hall. 5 min drive to Loughborough Railway station. 10 min drive to Loughborough University. 10 min drive to Great Central Steam Railway. 25 mins to East Midlands airport, 30 mins to Leicester, 30 mins to Nottingham, 45 mins to NEC and 60 mins to Birmingham.

Entire House - Osprey Cottage, Manton in Rutland.
Osprey Cottage in Manton is a beautifully presented end terrace property which sleeps 4 guests. One bedroom with a king size bed, a second bedroom that can be configured either as single beds (2’6” wide) or a king, and a stylish bathroom. Finished in a contemporary style with modern facilities including Wi-Fi(74mb), TV, a well-equipped kitchen with dishwasher and washing machine. The fenced garden has a shed and we welcome well-behaved dogs(£20 charge applies). Bedding and towels are included

Beautiful and Quaint Converted Stable in Rutland
This Grade-2 Listed, self-contained, dog-friendly cottage is the perfect hideaway for a couple looking to enjoy the beautiful Rutland countryside. Ketton is only a few minutes drive from the beautiful town of Stamford, or Rutland Water with its stunning views and local Ospreys. Oakham is also a short drive away. There's a Camra award-winning pub a few minutes walk away and plenty of circular walks in the surrounding countryside, from the accommodation or further afield, to work up a thirst.

Luxury apartment with outstanding views
We created a self catering studio apartment from our hay loft during the lockdown of 2020. In the heart of the Welland Valley in Leicestershire there are are wonderful views up the hill to Nevill Holt (home of the Nevill Holt Opera Festival) and from the sofa you will be able to watch the sun setting behind the hill. Many miles of footpaths on the doorstep. There is a heated pool open May-Sept and a tennis court. Please ask us regarding access. Check out our guidebook for things to do

Primrose Hall Holiday Cottage Rutland
Primrose Hall is a beautifully renovated, Grade 2 listed stone barn conversion. It is ideally situated in the Rutland village of Empingham, within walking distance of Rutland Water’s North Shore. Empingham nestles in the Gwash Valley, equidistant from the charming Georgian town of Stamford, and Rutland’s county town, Oakham. The village has a shop, pub, medical centre, and an antique shop just 250m away. The local area also benefits from many other very good pubs, restaurants and cafes.

Drift View Shepherds Hut
Welcome to Drift View, lovingly designed and built by ourselves and set on our family farm close to the Rutland/Leicestershire border. The hut is positioned in a private and secluded orchard, next to the farmyard and offers stunning views of the rural landscape. You can experience the peace and tranquillity the location provides whilst enjoying the luxury of the shepherds hut which has an en-suite with shower, fully equipped kitchen, double bed and both indoor/outdoor dining areas.

Character cottage in Stamford
This peaceful, recently renovated Victorian cottage, five minutes walk from Burghley park and Stamford high street, has a sunny patio courtyard and private off street parking. It has been decorated in bold Farrow & Ball colours and William Morris wallpaper, with new fittings and furniture throughout. Situated just up the hill from the Meadows, River Welland and famous George Hotel, there are extensive views across the historic rooftops of Stamford from the bedroom windows.

Oak Tree Annexe
Oak Tree Annexe is set in a secluded and secure walled garden. You can park for free directly outside the house and will be staying in one of Rutland’s most desirable villages. Set on the fabulous cycle route around the water and with access to great walks directly from the house or a short drive away it’s a perfect location for exploring Rutland. Our village pub is a 3 minute stroll, serves food 7 days a week and offers our guests a 10% discount on their meals.

Lovely cottage in outstanding rural location.
Self contained accommodation, private entrance in beautiful rural setting. Sitting room with log burner and kitchen with oven, fridge, microwave and Nespresso machine. Two bedrooms with shared bath / shower room. We allow up to 2 dogs. We also offer a fully enclosed half acre paddock for exercising them. No street lights so it is a perfect location for stargazing. Village pub 5 mins walk away. Local for Stamford, Belvoir Castle, and Burghley House.

Beautiful Conversion in Rutland Countryside
Come and stay in our lovingly converted barn in the middle of the Rutland countryside. Perfect for a quiet get-away with lots of walking and cycling from the doorstep. Set in a 3 acre plot of our family home, you will have access to a private garden at the rear of the property plus our orchard should you wish to bring 1 small - medium sized dog with you. Unfortunately, the property is not suited to large dogs.

Spacious 2 bed barn conversion in Rutland
This 19th century converted barn offers spacious and cosy accomodation and is situated next to the renowned award winning Olive Branch restaurant and is a quick 15 minute drive to central Stamford and Burghley House. Church Barn is a 6 minute drive to the sublime wedding venue of Holywell Hall. Church Barn is an old building with imperfections to be expected. Pets by prior agreement
Popular amenities for Oakham pet-friendly home rentals
Pet-friendly house rentals

Charming sunny cottage

Les Cedres -Cosy self contained annexe

Cosy modern house patio free parking 15 min walk

3 bedroom converted chapel in historic Oundle

Cherry Lap Lodge:Luxury hot tub/treehouse/ getaway

Stylish Barn Conversion with Woodland Views

Duck Terrace with Home Gymnasium | DucklingStays

Honeyway 17th Century Cottage
Pet-friendly home rentals with a pool

Gonerby Grange Farm Barn, Belton

Spacious Two Bedroom Lodge

Lakeside Indulgent lodge 8 berth, Hottub & ramp

High-spec self-catering converted stable (Chino)

Stunning views - outdoor pool - cosy log burner

Tattershall Lakes lodge, hot tub and fishing pitch

Tattershall Lakes Mini Breaks - Fishing Lake

Lake side cosy Hot Tub Holiday Tattershall Lakes
Private, pet-friendly home rentals

Rural Barn Conversion - Private Courtyard & HotTub

Luxury rural barn with hot tub

The Victorian Barn

2 large bedrooms sleeps 5 quiet farm location

The Cabin: Great Bowden, Leicestershire

Coplow Glamping Pod & Hot Tub

Badgers Croft - Sharnbrook A unique country escape

One bedroom converted dairy in Willoughby
Quick stats about vacation rentals that are pet-friendly in Oakham

Total vacation rentals
Explore 10 vacation rentals in Oakham

Nightly prices starting at
Oakham vacation rentals start at R1,016 ZAR per night before taxes and fees

Verified guest reviews
Over 700 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Oakham vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oakham rentals

4.8 Average rating
Oakham stays are highly rated by guests—averaging 4.8 out of 5!
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